Driving Jobs in Pittsfield, MA — Immediate Openings - Page 13

230+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.

Weekend Transit Co.

Pittsfield Part-Time:Weekend Parcel Delivery Driver(Recruiting)

Pittsfield, MA

$1,680 - $2,800

FedEx Ground Independent Contractor

FedEx Ground Box Truck Driver (Bulk/Commercial)

Pittsfield, MA

$5,175 - $7,474

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Pittsfield, MA

$5,000 - $8,500

Corporate Transit Solutions

B2B Corporate Route Courier

Pittsfield, MA

$3,200 - $4,500

Amazon Delivery Service Partners

Amazon DSP Delivery Van Driver(Contract)|Pittsfield

Pittsfield, MA

$3,400 - $4,800

ProWear Logistics

Earn Extra Cash:Driver Opportunity(Pittsfield)

Pittsfield, MA

$3,610 - $5,225

Grubhub

Weekend Part-Time Part-time Driver(lunch Rush)– Pittsfield | Part

Pittsfield, MA

$800 - $1,800

Metro Parcel Delivery

Local Part-Time Urban Step Van Courier Job – Pittsfield | Part

Pittsfield, MA

$3,458 - $5,005

Instacart

Instacart Bulk Order Specialist (Wholesale Delivery)

Pittsfield, MA

$3,200 - $5,500

United States Postal Service

City Carrier Assistant (CCA)

Pittsfield, MA

$3,520 - $4,950

FedEx

Pittsfield Delivery Driver with $3.1k-$5.7k/Month Pay | Hiring

Pittsfield, MA

$3,080 - $5,720

United States Postal Service

Flexible USPS City Carrier Assistant(Pittsfield)

Pittsfield, MA

$3,400 - $4,800

Last updated: April 17, 2026